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Synthese und Photoisomerisierung von sterisch gehinderten 2,6-Dialkylpyridin-N-oxiden / Synthesis and Photoisomerization of Sterically Hindered 2,6-Dialkylpyridine-N-oxides
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| Zeitschriftentitel: | Zeitschrift für Naturforschung B |
|---|---|
| Personen und Körperschaften: | , |
| In: | Zeitschrift für Naturforschung B, 45, 1990, 5, S. 701-706 |
| Format: | E-Article |
| Sprache: | Englisch |
| veröffentlicht: |
Walter de Gruyter GmbH
|
| Schlagwörter: |
| author_facet |
Weber, Horst Rohn, Thomas Weber, Horst Rohn, Thomas |
|---|---|
| author |
Weber, Horst Rohn, Thomas |
| spellingShingle |
Weber, Horst Rohn, Thomas Zeitschrift für Naturforschung B Synthese und Photoisomerisierung von sterisch gehinderten 2,6-Dialkylpyridin-N-oxiden / Synthesis and Photoisomerization of Sterically Hindered 2,6-Dialkylpyridine-N-oxides General Chemistry |
| author_sort |
weber, horst |
| spelling |
Weber, Horst Rohn, Thomas 1865-7117 0932-0776 Walter de Gruyter GmbH General Chemistry http://dx.doi.org/10.1515/znb-1990-0519 <jats:p>Synthesis of the new sterically hindered pyridine-1-oxides 2c and 6a–c is described. Copper(II)-catalyzed photolysis of 2 and 6a in aqueous medium provides only small amounts of 2-acylpyrroles 8 and 10a together with by-products. Exclusive formation and better yields of 10 can be received upon irradiation of 6 in none protic solvents at low temperature. Introduction of bulky substituents as in 6 failed to stabilize any of the postulated intermediates in order to be identified during photoreaction. It is assumed that the high rate of polymerization is caused by unstable 1,3-oxazepines like 13.</jats:p> Synthese und Photoisomerisierung von sterisch gehinderten 2,6-Dialkylpyridin-N-oxiden / Synthesis and Photoisomerization of Sterically Hindered 2,6-Dialkylpyridine-N-oxides Zeitschrift für Naturforschung B |
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Walter de Gruyter GmbH, 1990 |
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0932-0776 1865-7117 |
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| title |
Synthese und Photoisomerisierung von sterisch gehinderten 2,6-Dialkylpyridin-N-oxiden / Synthesis and Photoisomerization of Sterically Hindered 2,6-Dialkylpyridine-N-oxides |
| title_unstemmed |
Synthese und Photoisomerisierung von sterisch gehinderten 2,6-Dialkylpyridin-N-oxiden / Synthesis and Photoisomerization of Sterically Hindered 2,6-Dialkylpyridine-N-oxides |
| title_full |
Synthese und Photoisomerisierung von sterisch gehinderten 2,6-Dialkylpyridin-N-oxiden / Synthesis and Photoisomerization of Sterically Hindered 2,6-Dialkylpyridine-N-oxides |
| title_fullStr |
Synthese und Photoisomerisierung von sterisch gehinderten 2,6-Dialkylpyridin-N-oxiden / Synthesis and Photoisomerization of Sterically Hindered 2,6-Dialkylpyridine-N-oxides |
| title_full_unstemmed |
Synthese und Photoisomerisierung von sterisch gehinderten 2,6-Dialkylpyridin-N-oxiden / Synthesis and Photoisomerization of Sterically Hindered 2,6-Dialkylpyridine-N-oxides |
| title_short |
Synthese und Photoisomerisierung von sterisch gehinderten 2,6-Dialkylpyridin-N-oxiden / Synthesis and Photoisomerization of Sterically Hindered 2,6-Dialkylpyridine-N-oxides |
| title_sort |
synthese und photoisomerisierung von sterisch gehinderten 2,6-dialkylpyridin-n-oxiden / synthesis and photoisomerization of sterically hindered 2,6-dialkylpyridine-n-oxides |
| topic |
General Chemistry |
| url |
http://dx.doi.org/10.1515/znb-1990-0519 |
| publishDate |
1990 |
| physical |
701-706 |
| description |
<jats:p>Synthesis of the new sterically hindered pyridine-1-oxides 2c and 6a–c is described. Copper(II)-catalyzed photolysis of 2 and 6a in aqueous medium provides only small amounts of 2-acylpyrroles 8 and 10a together with by-products. Exclusive formation and better yields of 10 can be received upon irradiation of 6 in none protic solvents at low temperature. Introduction of bulky substituents as in 6 failed to stabilize any of the postulated intermediates in order to be identified during photoreaction. It is assumed that the high rate of polymerization is caused by unstable 1,3-oxazepines like 13.</jats:p> |
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| author | Weber, Horst, Rohn, Thomas |
| author_facet | Weber, Horst, Rohn, Thomas, Weber, Horst, Rohn, Thomas |
| author_sort | weber, horst |
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| container_start_page | 701 |
| container_title | Zeitschrift für Naturforschung B |
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| description | <jats:p>Synthesis of the new sterically hindered pyridine-1-oxides 2c and 6a–c is described. Copper(II)-catalyzed photolysis of 2 and 6a in aqueous medium provides only small amounts of 2-acylpyrroles 8 and 10a together with by-products. Exclusive formation and better yields of 10 can be received upon irradiation of 6 in none protic solvents at low temperature. Introduction of bulky substituents as in 6 failed to stabilize any of the postulated intermediates in order to be identified during photoreaction. It is assumed that the high rate of polymerization is caused by unstable 1,3-oxazepines like 13.</jats:p> |
| doi_str_mv | 10.1515/znb-1990-0519 |
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| imprint | Walter de Gruyter GmbH, 1990 |
| imprint_str_mv | Walter de Gruyter GmbH, 1990 |
| institution | DE-Zwi2, DE-D161, DE-Gla1, DE-Zi4, DE-15, DE-Pl11, DE-Rs1, DE-105, DE-14, DE-Ch1, DE-L229, DE-D275, DE-Bn3, DE-Brt1 |
| issn | 0932-0776, 1865-7117 |
| issn_str_mv | 0932-0776, 1865-7117 |
| language | English |
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| mega_collection | Walter de Gruyter GmbH (CrossRef) |
| physical | 701-706 |
| publishDate | 1990 |
| publishDateSort | 1990 |
| publisher | Walter de Gruyter GmbH |
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| recordtype | ai |
| series | Zeitschrift für Naturforschung B |
| source_id | 49 |
| spelling | Weber, Horst Rohn, Thomas 1865-7117 0932-0776 Walter de Gruyter GmbH General Chemistry http://dx.doi.org/10.1515/znb-1990-0519 <jats:p>Synthesis of the new sterically hindered pyridine-1-oxides 2c and 6a–c is described. Copper(II)-catalyzed photolysis of 2 and 6a in aqueous medium provides only small amounts of 2-acylpyrroles 8 and 10a together with by-products. Exclusive formation and better yields of 10 can be received upon irradiation of 6 in none protic solvents at low temperature. Introduction of bulky substituents as in 6 failed to stabilize any of the postulated intermediates in order to be identified during photoreaction. It is assumed that the high rate of polymerization is caused by unstable 1,3-oxazepines like 13.</jats:p> Synthese und Photoisomerisierung von sterisch gehinderten 2,6-Dialkylpyridin-N-oxiden / Synthesis and Photoisomerization of Sterically Hindered 2,6-Dialkylpyridine-N-oxides Zeitschrift für Naturforschung B |
| spellingShingle | Weber, Horst, Rohn, Thomas, Zeitschrift für Naturforschung B, Synthese und Photoisomerisierung von sterisch gehinderten 2,6-Dialkylpyridin-N-oxiden / Synthesis and Photoisomerization of Sterically Hindered 2,6-Dialkylpyridine-N-oxides, General Chemistry |
| title | Synthese und Photoisomerisierung von sterisch gehinderten 2,6-Dialkylpyridin-N-oxiden / Synthesis and Photoisomerization of Sterically Hindered 2,6-Dialkylpyridine-N-oxides |
| title_full | Synthese und Photoisomerisierung von sterisch gehinderten 2,6-Dialkylpyridin-N-oxiden / Synthesis and Photoisomerization of Sterically Hindered 2,6-Dialkylpyridine-N-oxides |
| title_fullStr | Synthese und Photoisomerisierung von sterisch gehinderten 2,6-Dialkylpyridin-N-oxiden / Synthesis and Photoisomerization of Sterically Hindered 2,6-Dialkylpyridine-N-oxides |
| title_full_unstemmed | Synthese und Photoisomerisierung von sterisch gehinderten 2,6-Dialkylpyridin-N-oxiden / Synthesis and Photoisomerization of Sterically Hindered 2,6-Dialkylpyridine-N-oxides |
| title_short | Synthese und Photoisomerisierung von sterisch gehinderten 2,6-Dialkylpyridin-N-oxiden / Synthesis and Photoisomerization of Sterically Hindered 2,6-Dialkylpyridine-N-oxides |
| title_sort | synthese und photoisomerisierung von sterisch gehinderten 2,6-dialkylpyridin-n-oxiden / synthesis and photoisomerization of sterically hindered 2,6-dialkylpyridine-n-oxides |
| title_unstemmed | Synthese und Photoisomerisierung von sterisch gehinderten 2,6-Dialkylpyridin-N-oxiden / Synthesis and Photoisomerization of Sterically Hindered 2,6-Dialkylpyridine-N-oxides |
| topic | General Chemistry |
| url | http://dx.doi.org/10.1515/znb-1990-0519 |